In the presence of the palladium complex with the phosphorus-containing C-2-symmetric chiral amine ligand 2. 3, the asymmetric allylic substitution of racemic 1,3-diphenyl-2-propenyl acetate 8 with dimethyl malonate proceeded in high yield with remarkable enantiomeric excess.
Enantioselective palladium catalyzed allylic alkylation with C2-symmetric chiral diamine ligands
摘要:
A C-2-symmetric chiral diamine ligand 1 was found to be effective for palladium catalyzed asymmetric allylic substitution of racemic 1,3-diphenyl-2-propenyl acetate 5 with dimethyl malonate. The X-ray analysis and NMR study of the palladium complex 7 with chiral diamine 1 have revealed the mechanism of high enantioselection.
[EN] CHIRAL ACYCLIC DIAMINOCARBENE LIGANDS, PRECURSORS THEREFORE AND THEIR USE IN ORGANIC SYNTHESIS REACTIONS<br/>[FR] LIGANDS DIAMINOCARBÈNES ACYCLIQUES CHIRAUX, PRÉCURSEURS ASSOCIÉS ET LEUR UTILISATION DANS DES RÉACTIONS DE SYNTHÈSE ORGANIQUE
申请人:THADANI AVINASH N
公开号:WO2010003226A1
公开(公告)日:2010-01-14
The current application relates to a metal catalyst of formula (I): M[ADC][X]n, wherein M is a metal, ADC is a chiral acyclic diaminocarbene ligand, and X is a neutral or anionic ligand. The ADC ligand is prepared from the corresponding chiral formamidium salt precursor. The metal catalyst is used for asymmetric organic synthesis reactions such as hydrosilations, hydrogenations, conjugate additions, and cross-couplings.